US20210061955A1 - Maleimide resin film and composition for maleimide resin film - Google Patents
Maleimide resin film and composition for maleimide resin film Download PDFInfo
- Publication number
- US20210061955A1 US20210061955A1 US16/990,310 US202016990310A US2021061955A1 US 20210061955 A1 US20210061955 A1 US 20210061955A1 US 202016990310 A US202016990310 A US 202016990310A US 2021061955 A1 US2021061955 A1 US 2021061955A1
- Authority
- US
- United States
- Prior art keywords
- particles
- resin film
- maleimide resin
- alloy
- maleimide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 229920005989 resin Polymers 0.000 title claims abstract description 129
- 239000011347 resin Substances 0.000 title claims abstract description 129
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 title claims abstract description 97
- 239000000203 mixture Substances 0.000 title description 30
- 239000010954 inorganic particle Substances 0.000 claims abstract description 49
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 27
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 11
- 125000000962 organic group Chemical group 0.000 claims abstract description 11
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 10
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 10
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 125000000732 arylene group Chemical group 0.000 claims abstract description 6
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 5
- 239000002245 particle Substances 0.000 claims description 432
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 53
- 229910045601 alloy Inorganic materials 0.000 claims description 44
- 239000000956 alloy Substances 0.000 claims description 44
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 33
- 239000011572 manganese Substances 0.000 claims description 31
- 229910000859 α-Fe Inorganic materials 0.000 claims description 30
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 22
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 21
- 239000011701 zinc Substances 0.000 claims description 20
- 239000011342 resin composition Substances 0.000 claims description 19
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 17
- 239000006249 magnetic particle Substances 0.000 claims description 17
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 13
- 230000009974 thixotropic effect Effects 0.000 claims description 13
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 12
- 239000010949 copper Substances 0.000 claims description 12
- 229910052712 strontium Inorganic materials 0.000 claims description 11
- 229910052782 aluminium Inorganic materials 0.000 claims description 9
- 229910052742 iron Inorganic materials 0.000 claims description 9
- 239000011777 magnesium Substances 0.000 claims description 9
- 229910052759 nickel Inorganic materials 0.000 claims description 9
- 229910052709 silver Inorganic materials 0.000 claims description 9
- 229910002771 BaFe12O19 Inorganic materials 0.000 claims description 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 8
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 8
- 229910002402 SrFe12O19 Inorganic materials 0.000 claims description 8
- 229910052802 copper Inorganic materials 0.000 claims description 8
- 229910021389 graphene Inorganic materials 0.000 claims description 8
- 239000002923 metal particle Substances 0.000 claims description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 8
- 239000004332 silver Substances 0.000 claims description 8
- 239000004408 titanium dioxide Substances 0.000 claims description 8
- 229910052725 zinc Inorganic materials 0.000 claims description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 7
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 7
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims description 7
- 239000000395 magnesium oxide Substances 0.000 claims description 7
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 7
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 7
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 229910052737 gold Inorganic materials 0.000 claims description 6
- 239000010931 gold Substances 0.000 claims description 6
- 229910052748 manganese Inorganic materials 0.000 claims description 6
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 6
- 239000000377 silicon dioxide Substances 0.000 claims description 6
- 239000010935 stainless steel Substances 0.000 claims description 6
- 229910001220 stainless steel Inorganic materials 0.000 claims description 6
- 239000011787 zinc oxide Substances 0.000 claims description 6
- 229910052582 BN Inorganic materials 0.000 claims description 5
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 5
- 229910052581 Si3N4 Inorganic materials 0.000 claims description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 5
- 239000006229 carbon black Substances 0.000 claims description 5
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 5
- 229910000679 solder Inorganic materials 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 229910052719 titanium Inorganic materials 0.000 claims description 5
- 239000010936 titanium Substances 0.000 claims description 5
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical compound C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 claims description 4
- 229910002060 Fe-Cr-Al alloy Inorganic materials 0.000 claims description 4
- 229910017082 Fe-Si Inorganic materials 0.000 claims description 4
- 229910017133 Fe—Si Inorganic materials 0.000 claims description 4
- 229910001030 Iron–nickel alloy Inorganic materials 0.000 claims description 4
- 229910000831 Steel Inorganic materials 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- 239000006230 acetylene black Substances 0.000 claims description 4
- 239000002041 carbon nanotube Substances 0.000 claims description 4
- 229910021393 carbon nanotube Inorganic materials 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- PMHQVHHXPFUNSP-UHFFFAOYSA-M copper(1+);methylsulfanylmethane;bromide Chemical compound Br[Cu].CSC PMHQVHHXPFUNSP-UHFFFAOYSA-M 0.000 claims description 4
- 229910003472 fullerene Inorganic materials 0.000 claims description 4
- 239000003273 ketjen black Substances 0.000 claims description 4
- 229910052763 palladium Inorganic materials 0.000 claims description 4
- 229910052697 platinum Inorganic materials 0.000 claims description 4
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 claims description 4
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 4
- 229910052721 tungsten Inorganic materials 0.000 claims description 4
- 239000010937 tungsten Substances 0.000 claims description 4
- FRWYFWZENXDZMU-UHFFFAOYSA-N 2-iodoquinoline Chemical compound C1=CC=CC2=NC(I)=CC=C21 FRWYFWZENXDZMU-UHFFFAOYSA-N 0.000 claims description 3
- 229910021364 Al-Si alloy Inorganic materials 0.000 claims description 3
- 229910017758 Cu-Si Inorganic materials 0.000 claims description 3
- 229910017931 Cu—Si Inorganic materials 0.000 claims description 3
- 229910017061 Fe Co Inorganic materials 0.000 claims description 3
- 229910017060 Fe Cr Inorganic materials 0.000 claims description 3
- 229910002544 Fe-Cr Inorganic materials 0.000 claims description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 3
- 229910000990 Ni alloy Inorganic materials 0.000 claims description 3
- 229910018487 Ni—Cr Inorganic materials 0.000 claims description 3
- 229910018605 Ni—Zn Inorganic materials 0.000 claims description 3
- 229910008071 Si-Ni Inorganic materials 0.000 claims description 3
- 229910002796 Si–Al Inorganic materials 0.000 claims description 3
- 229910008423 Si—B Inorganic materials 0.000 claims description 3
- 229910008458 Si—Cr Inorganic materials 0.000 claims description 3
- 229910006300 Si—Ni Inorganic materials 0.000 claims description 3
- 229910007565 Zn—Cu Inorganic materials 0.000 claims description 3
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 3
- LTPBRCUWZOMYOC-UHFFFAOYSA-N beryllium oxide Inorganic materials O=[Be] LTPBRCUWZOMYOC-UHFFFAOYSA-N 0.000 claims description 3
- UPHIPHFJVNKLMR-UHFFFAOYSA-N chromium iron Chemical compound [Cr].[Fe] UPHIPHFJVNKLMR-UHFFFAOYSA-N 0.000 claims description 3
- 239000010941 cobalt Substances 0.000 claims description 3
- 229910017052 cobalt Inorganic materials 0.000 claims description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 3
- 239000010432 diamond Substances 0.000 claims description 3
- 229910003460 diamond Inorganic materials 0.000 claims description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 3
- SIWVEOZUMHYXCS-UHFFFAOYSA-N oxo(oxoyttriooxy)yttrium Chemical compound O=[Y]O[Y]=O SIWVEOZUMHYXCS-UHFFFAOYSA-N 0.000 claims description 3
- AJCDFVKYMIUXCR-UHFFFAOYSA-N oxobarium;oxo(oxoferriooxy)iron Chemical compound [Ba]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O AJCDFVKYMIUXCR-UHFFFAOYSA-N 0.000 claims description 3
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 3
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 3
- 239000010959 steel Substances 0.000 claims description 3
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 3
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 claims description 3
- 229960001763 zinc sulfate Drugs 0.000 claims description 3
- 229910000368 zinc sulfate Inorganic materials 0.000 claims description 3
- 239000003049 inorganic solvent Substances 0.000 claims description 2
- 229910001867 inorganic solvent Inorganic materials 0.000 claims description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims 1
- -1 alkaline-earth metal borate halogen Chemical class 0.000 description 45
- 230000000052 comparative effect Effects 0.000 description 42
- 229910052747 lanthanoid Inorganic materials 0.000 description 17
- 150000002602 lanthanoids Chemical class 0.000 description 17
- 238000000034 method Methods 0.000 description 13
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 12
- 229910052751 metal Inorganic materials 0.000 description 12
- 239000002184 metal Substances 0.000 description 12
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 10
- 239000003063 flame retardant Substances 0.000 description 10
- 229910052723 transition metal Inorganic materials 0.000 description 10
- 239000003963 antioxidant agent Substances 0.000 description 9
- 150000001342 alkaline earth metals Chemical class 0.000 description 8
- 229910052788 barium Inorganic materials 0.000 description 8
- 229910052791 calcium Inorganic materials 0.000 description 8
- 239000011575 calcium Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 229910052761 rare earth metal Inorganic materials 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 8
- 229910052693 Europium Inorganic materials 0.000 description 7
- 230000003078 antioxidant effect Effects 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- 229920000840 ethylene tetrafluoroethylene copolymer Polymers 0.000 description 7
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 239000003822 epoxy resin Substances 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 239000011133 lead Substances 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- 229920002050 silicone resin Polymers 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 229910052749 magnesium Inorganic materials 0.000 description 5
- 230000005291 magnetic effect Effects 0.000 description 5
- 239000004065 semiconductor Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229910052684 Cerium Inorganic materials 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 0 O=C1C=CC(=O)N1CN1C(=O)*2(C(=O)N(BN3C(=O)*4(C3=O)C(=O)N([W]N3C(=O)C=CC3=O)C4=O)C2=O)C1=O Chemical compound O=C1C=CC(=O)N1CN1C(=O)*2(C(=O)N(BN3C(=O)*4(C3=O)C(=O)N([W]N3C(=O)C=CC3=O)C4=O)C2=O)C1=O 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000011358 absorbing material Substances 0.000 description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 239000003505 polymerization initiator Substances 0.000 description 4
- 229910001404 rare earth metal oxide Inorganic materials 0.000 description 4
- 150000003377 silicon compounds Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- 239000012953 triphenylsulfonium Substances 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- BKEXHEHRHGZBJO-UHFFFAOYSA-N 2-methyl-2-[[2-methyl-1-oxo-1-(propylamino)propan-2-yl]diazenyl]-n-propylpropanamide Chemical compound CCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCC BKEXHEHRHGZBJO-UHFFFAOYSA-N 0.000 description 3
- RPBWMJBZQXCSFW-UHFFFAOYSA-N 2-methylpropanoyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(=O)C(C)C RPBWMJBZQXCSFW-UHFFFAOYSA-N 0.000 description 3
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- MPFCLQJZBIFUEC-UHFFFAOYSA-N CC1=CC(C)=C(C)C=C1C.CC1=CC=C(C(=O)C2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(C(C)(C)C2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(C2=CC(C)=C(C)C=C2)C=C1C.CC1=CC=C(CC2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(CC2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(OC2=CC=C(C(C)(C)C3=CC=C(OC4=CC=C(C)C(C)=C4)C=C3)C=C2)C=C1C.CC1=CC=C(OC2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(S(=O)(=O)C2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(S(=O)C2=CC=C(C)C(C)=C2)C=C1C.CC1CC(C)C(C)CC1C Chemical compound CC1=CC(C)=C(C)C=C1C.CC1=CC=C(C(=O)C2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(C(C)(C)C2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(C2=CC(C)=C(C)C=C2)C=C1C.CC1=CC=C(CC2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(CC2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(OC2=CC=C(C(C)(C)C3=CC=C(OC4=CC=C(C)C(C)=C4)C=C3)C=C2)C=C1C.CC1=CC=C(OC2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(S(=O)(=O)C2=CC=C(C)C(C)=C2)C=C1C.CC1=CC=C(S(=O)C2=CC=C(C)C(C)=C2)C=C1C.CC1CC(C)C(C)CC1C MPFCLQJZBIFUEC-UHFFFAOYSA-N 0.000 description 3
- 229910052771 Terbium Inorganic materials 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
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- 150000002500 ions Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical class CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 3
- 150000004767 nitrides Chemical class 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 150000002910 rare earth metals Chemical class 0.000 description 3
- 238000002310 reflectometry Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000011135 tin Substances 0.000 description 3
- NOBYOEQUFMGXBP-UHFFFAOYSA-N (4-tert-butylcyclohexyl) (4-tert-butylcyclohexyl)oxycarbonyloxy carbonate Chemical compound C1CC(C(C)(C)C)CCC1OC(=O)OOC(=O)OC1CCC(C(C)(C)C)CC1 NOBYOEQUFMGXBP-UHFFFAOYSA-N 0.000 description 2
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- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 229910052844 willemite Inorganic materials 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- 229910019901 yttrium aluminum garnet Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
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- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
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- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
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- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
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- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/04—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides
- C08F283/045—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides on to unsaturated polycarbonamides, polyesteramides or polyimides
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- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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Definitions
- the present invention relates to a maleimide resin film and a composition for a maleimide resin film.
- thermally conductive molded products comprised of heat dissipation materials such as metals, ceramics and polymeric compositions are used in heat dissipation members such as a printed-wiring board, a semiconductor package, a housing, a heat pipe, a heatsink and a thermal diffusion plate.
- the number of the electronic parts installed in a vehicle is larger than before as more vehicles are now electric vehicles, and employ automated driving where safety and risk management such as collision prevention is required; the electronic parts installed in such vehicle are usually light, thin, short and small. That is, it is essential to have a countermeasure against the heat generated from those electronic parts.
- a high thermal conductive resin or a molded product thereof is produced by highly filling a curable resin such as a silicone resin and an epoxy resin with high thermal conductive particles.
- a curable resin such as a silicone resin
- an epoxy resin with high thermal conductive particles.
- the molded product will become hard and brittle as a result of highly filling the silicone resin or epoxy resin with the high thermal conductive particles (JP-A-2000-204259 and JP-A-2018-087299).
- Maleimide resin is known to have a flexibility and heat resistance due to a main chain backbone thereof, and is used in, for example, flexible printed-wiring boards (WO2016/114287). Further, there is known a method for reducing a linear expansion coefficient by mixing a maleimide resin with an epoxy resin, a phenolic resin and the like, and then highly filling the mixture with inorganic particles (JP-A-2018-083893). However, with this method, an adhesion force to an electronic part(s) was insufficient.
- the inventors of the present invention diligently conducted a series of studies to achieve the abovementioned objective, and completed the invention as follows. That is, the inventors found that the following maleimide resin film could solve the aforementioned problem.
- the present invention is to provide the following maleimide resin film.
- a maleimide resin film comprising:
- A independently represents a tetravalent organic group having a cyclic structure(s);
- B independently represents an alkylene group that has not less than 6 carbon atoms and at least one aliphatic ring having not less than 5 carbon atoms, and may contain a hetero atom;
- Q independently represents an arylene group that has not less than 6 carbon atoms, and may contain a hetero atom;
- W represents a group represented by B or Q;
- n represents a number of 0 to 100, m represents a number of 0 to 100, provided that at least one of n or m is a positive number;
- the inorganic particles as the component (c) are at least one kind of electrically conductive particles selected from elemental metal particles that are gold particles, silver particles, copper particles, palladium particles, aluminum particles, nickel particles, iron particles, titanium particles, manganese particles, zinc particles, tungsten particles, platinum particles, lead particles and tin particles; and alloy particles that are solder particles, steel particles and stainless steel particles.
- the inorganic particles as the component (c) are at least one kind of thermally conductive particles selected from the group consisting of boron nitride particles, aluminum nitride particles, silicon nitride particles, beryllium oxide particles, magnesium oxide particles, zinc oxide particles, aluminum oxide particles, silicon carbide particles, diamond particles and graphene particles.
- the inorganic particles as the component (c) are at least one kind of magnetic particles selected from the group consisting of iron particles, cobalt particles, nickel particles, stainless steel particles, Fe—Cr—Al—Si alloy particles, Fe—Si—Al alloy particles, Fe—Ni alloy particles, Fe—Cu—Si alloy particles, Fe—Si alloy particles, Fe—Si—B(—Cu—Nb) alloy particles, Fe—Si—Cr—Ni alloy particles, Fe—Si—Cr alloy particles, Fe—Si—Al—Ni—Cr alloy particles, Fe 2 O 3 particles, Fe 3 O 4 particles, Mn—Zn-based ferrite particles, Ni—Zn-based ferrite particles, Mg—Mn-based ferrite particles, Zr—Mn-based ferrite particles, Ti—Mn-based ferrite particles, Mn—Zn—Cu-based ferrite particles, barium ferrite particles and stront
- the inorganic particles as the component (c) are at least one kind of electromagnetic wave-absorbing particles selected from the group consisting of carbon black particles, acetylene black particles, ketjen black particles, carbon nanotube particles, graphene particles, fullerene particles, carbonyl iron particles, electrolytic iron particles, Fe—Cr-based alloy particles, Fe—Al-based alloy particles, Fe—Co-based alloy particles, Fe—Cr—Al-based alloy particles, Fe—Si—Ni-based alloy particles, Mg—Zn-based ferrite particles, Ba 2 Co 2 Fe 12 O 22 particles, Ba 2 Ni 2 Fe 12 O 22 particles, Ba 2 Zn 2 Fe 12 O 22 particles, Ba 2 Mn 2 Fe 12 O 22 particles, Ba 2 Mg 2 Fe 12 O 22 particles, Ba 2 Cu 2 Fe 12 O 22 particles, Ba 3 Co 2 Fe 24 O 41 particles, BaFe 12 O 19 particles, SrFe 12 O 19 particles, BaFe 12 O 19 particles and
- the maleimide resin film of the present invention is superior in adhesion force even though it is highly filled with inorganic particles.
- the maleimide resin film is useful for many purposes, as it serves as a resin film that may have various functions depending on the properties of the inorganic particles used therein. Further, when the inorganic particles used do not possess electric conductivity, the film shall be useful as an adhesive resin film having a low dielectric property.
- the maleimide resin film of the present invention is described in detail hereunder.
- a component (a) of the present invention is a main component of the maleimide resin film of the present invention, and is a maleimide represented by the following formula (1).
- A independently represents a tetravalent organic group having a cyclic structure(s);
- B independently represents an alkylene group that has not less than 6 carbon atoms and at least one aliphatic ring having not less than 5 carbon atoms, and may contain a hetero atom;
- Q independently represents an arylene group that has not less than 6 carbon atoms, and may contain a hetero atom;
- W represents a group represented by B or Q;
- n represents a number of 0 to 100, m represents a number of 0 to 100, provided that at least one of n or m is a positive number.
- the organic group expressed by A in the formula (1) independently represents a tetravalent organic group having a cyclic structure, and is preferably any one of the tetravalent organic groups represented by the following structural formulae:
- B in the formula (1) independently represents an alkylene group that has not less than 6, preferably not less than 8 carbon atoms, and may contain a hetero atom, and an alkylene group that has at least one aliphatic ring having not less than 5, preferably 6 to 12 carbon atoms. It is more preferred that B in the formula (1) be any one of the aliphatic ring-containing alkylene groups represented by the following structural formulae.
- Bonds in the above structural formulae that are yet unbonded to substituent groups are to be bonded to nitrogen atoms forming cyclic imide structures in the formula (1).
- Q independently represents an arylene group that has not less than 6, preferably not less than 8 carbon atoms, and may contain a hetero atom. It is more preferred that Q in the formula (1) be any one of the aromatic ring-containing arylene groups represented by the following structural formulae:
- Bonds in the above structural formulae that are yet unbonded to substituent groups are to be bonded to nitrogen atoms forming cyclic imide structures in the formula (1).
- n represents a number of 0 to 100, preferably a number of 0 to 70.
- m represents a number of 0 to 100, preferably a number of 0 to 70. Further, at least one of n or m represents a positive number.
- the molecular weight of the above maleimide While there are no particular restrictions on the molecular weight of the above maleimide, it is preferred that the molecular weight thereof be 2,000 to 50,000, more preferably 2,200 to 30,000, even more preferably 2,500 to 20,000. It is preferable when the molecular weight of the component (a) is within these ranges, because the composition for producing the maleimide resin film will not exhibit an excessively high viscosity, and a cured product of such resin film will have a high strength.
- the term “molecular weight” referred to in this specification is a weight-average molecular weight measured by GPC under the following conditions, using polystyrene as a reference substance.
- the maleimide is added in an amount of 50 to 99 parts by mass, preferably 60 to 95 parts by mass, more preferably 70 to 90 parts by mass, per 100 parts by mass of the resin content in the resin film.
- the amount of the maleimide is within these ranges, the composition can then be highly filled with inorganic particles as a component (c), and the resin film will have a sufficient adhesion force.
- maleimide it may be synthesized by a common procedure from diamine and an acid anhydride, or a commercially available product may be used. Examples of such commercially available product include BMI-1400, BMI-1500, BMI-2500, BMI-2560, BMI-3000, BMI-5000, BMI-6000 and BMI-6100 (all by Designer Molecules Inc.). Further, one kind of maleimide may be used alone, or two or more kinds thereof may be used in combination.
- the component (a) be added in an amount of 40 to 95 parts by mass, more preferably 50 to 90 parts by mass, even more preferably 70 to 90 parts by mass, per 100 parts by mass of the resin content in the resin film.
- resin content refers to a sum total of the components (a), (b) and (d).
- a component (b) is a compound having a favorable compatibility with inorganic particles as is the case with the maleimide as the component (a), and capable of improving an adhesion force of the resin film.
- the component (b) is a (meth)acrylate having not less than 10, preferably not less than 12, more preferably 14 to 40 carbon atoms.
- the number of the carbon atoms in the (meth)acrylate is smaller than 10, it will be difficult to achieve, for example, an effect of improving the adhesion force of the resin film, and a flexibility of an uncured resin film will not be able to be improved.
- the number of the (meth)acrylic groups in each molecule of the component (b) is 1 to 3, preferably 1 or 2. It is preferable when the number of the (meth)acrylic groups in each molecule of the component (b) is 1 to 3, because the resin film will only undergo a small degree of contraction at the time of curing, and the adhesion force will not deteriorate.
- component (b) include, but are not limited to the compounds represented by the following structural formulae:
- x is each within a range of 1 to 30.
- x is within c range of 1 to 30.
- the component (b) is preferably that having, in each molecule, at least one aliphatic ring having not less than 5, preferably 6 to 12 carbon atoms.
- the component (b) is added in an amount of 1 to 50 parts by mass, preferably 3 to 30 parts by mass, more preferably 5 to 20 parts by mass, per 100 parts by mass of the resin content in the resin film.
- the amount of the component (b) is within these ranges, the composition can then be highly filled with the inorganic particles as the component (c), and the resin film will have a sufficient adhesion force.
- the component (c) used in the present invention is a component that determines the property of the maleimide resin film of the invention.
- Examples of the component (c) include electrically conductive particles, thermally conductive particles, a phosphor, magnetic particles, white particles, hollow particles and electromagnetic wave-absorbing particles.
- the electrically conductive particles may be appropriately selected depending on intended use.
- Examples of such electrically conductive particles include metal particles and metal-coated particles, among which metal particles are preferred as they have small electrical resistances and can also be sintered at a high temperature.
- the metal particles include elemental metal particles such as gold particles, silver particles, copper particles, palladium particles, aluminum particles, nickel particles, iron particles, titanium particles, manganese particles, zinc particles, tungsten particles, platinum particles, lead particles and tin particles; or alloy particles such as solder particles, steel particles and stainless steel particles.
- elemental metal particles such as gold particles, silver particles, copper particles, palladium particles, aluminum particles, nickel particles, iron particles, titanium particles, manganese particles, zinc particles, tungsten particles, platinum particles, lead particles and tin particles
- alloy particles such as solder particles, steel particles and stainless steel particles.
- silver particles, copper particles, aluminum particles, iron particles, zinc particles and solder particles more preferred are silver particles, copper particles, aluminum particles and solder particles. Any one kind of these particles may be used alone, or two or more kinds thereof may be used in combination.
- the metal-coated particles include resin particles such as acrylic resin particles and epoxy resin particles with surfaces thereof being coated with a metal; and inorganic particles such as glass particles and ceramic particles with surfaces thereof being coated with metal.
- resin particles such as acrylic resin particles and epoxy resin particles with surfaces thereof being coated with a metal
- inorganic particles such as glass particles and ceramic particles with surfaces thereof being coated with metal.
- a method for coating the surfaces of the particles with a metal there may be employed, for example, a non-electrolytic plating method and a sputtering method.
- Examples of a metal used to coat the surfaces of the particles include gold, silver, copper, iron, nickel and aluminum.
- the electrically conductive particles are simply required to possess electric conductivity when electrically connected to a circuit electrode(s). For example, even in the case of particles with surfaces thereof being coated with an insulation coating film, the particles will be considered as electrically conductive particles so long as they are capable of exposing the metal particles therein as a result of undergoing deformation upon electrical connection.
- the electrically conductive particles may have, for example, a spherical shape, a scale-like shape, a flake-like shape, a needle-like shape, a rod-like shape and an oval shape.
- a spherical shape, a scale-like shape, an oval shape and a rod-like shape preferred are a spherical shape, a scale-like shape and an oval shape.
- the particle size of the electrically conductive particles it is preferred that the particle size thereof be 0.05 to 50 ⁇ m, more preferably 0.1 to 40 ⁇ m, even more preferably 0.5 to 30 ⁇ m, in terms of a median diameter measured by a laser diffraction-type particle size distribution measuring device. It is preferable when the particle size of the electrically conductive particles is within these ranges, because the particles can then be easily dispersed in the resin film in a uniform manner, and will not settle, separate and/or be unevenly distributed with time. Further, it is preferred that the particle size be 50% or less of the film thickness. It is preferable when the particle size is 50% or less of the film thickness, because the electrically conductive particles can then be easily dispersed in the resin film in a uniform manner, and an even flatter film can also be easily obtained.
- the thermally conductive particles be at least one of boron nitride particles, aluminum nitride particles, silicon nitride particles, beryllium oxide particles, magnesium oxide particles, zinc oxide particles, aluminum oxide particles, silicon carbide particles, diamond particles and graphene particles.
- the thermally conductive particles preferred are boron nitride particles, aluminum nitride particles, aluminum oxide particles, magnesium oxide particles and graphene particles. Any one kind of these thermally conductive particles may be used alone, or two or more kinds thereof may be used in combination.
- the thermally conductive particles may have, for example, a spherical shape, a scale-like shape, a flake-like shape, a needle-like shape, a rod-like shape and an oval shape.
- a spherical shape, a scale-like shape, an oval shape and a rod-like shape preferred are a spherical shape, a scale-like shape and an oval shape.
- the particle size of the thermally conductive particles it is preferred that the particle size thereof be 0.05 to 50 ⁇ m, more preferably 0.1 to 40 ⁇ m, even more preferably 0.5 to 30 ⁇ m, in terms of a median diameter measured by a laser diffraction-type particle size distribution measuring device. It is preferable when the particle size of the thermally conductive particles is within these ranges, because the particles can then be easily dispersed in the resin film in a uniform manner, and will not settle, separate and/or be unevenly distributed with time. Further, it is preferred that the particle size be 50% or less of the film thickness. It is preferable when the particle size is 50% or less of the film thickness, because the thermally conductive particles can then be easily dispersed in the resin film in a uniform manner, and an even flatter film can also be easily obtained.
- the abovementioned phosphor there may be used, for example, those capable of absorbing a light(s) from a semiconductor light-emitting diode having a nitride-based semiconductor as its light-emitting layer, and then converting the wavelength of the light to a different wavelength.
- Examples of such phosphor include nitride-based phosphors and oxynitride-based phosphors which are mainly activated by lanthanoid elements such as Eu and Ce; alkaline-earth metal halogen apatite phosphors, alkaline-earth metal borate halogen phosphors, alkaline-earth metal aluminate phosphors, alkaline-earth metal silicate phosphors, alkaline-earth metal sulfide phosphors, rare-earth sulfide phosphors, alkaline-earth metal thiogallate phosphors, alkaline-earth metal silicon nitride phosphors and germanate phosphors which are mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn; rare-earth aluminate phosphors and rare-earth silicate phosphors which are mainly activated by lanthanoid elements such
- Examples of a nitride-based phosphor mainly activated by lanthanoid elements such as Eu and Ce include M 2 Si 5 N 8 :Eu, MSi 7 N 10 :Eu, M 1.8 SiO 0.2 N 8 :Eu and M 0.9 Si 7 O 0.1 N 10 :Eu (M represents at least one selected from Sr, Ca, Ba, Mg and Zn).
- Examples of an oxynitride-based phosphor mainly activated by lanthanoid elements such as Eu and Ce include MSi 2 O 2 N 2 :Eu (M represents at least one selected from Sr, Ca, Ba, Mg and Zn).
- Examples of an alkaline-earth metal halogen apatite phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include M 5 (PO 4 ) 3 X:Z (M represents at least one selected from Sr, Ca, Ba and Mg; X represents at least one selected from F, Cl, Br and I; Z represents at least one selected from Eu and Mn).
- Examples of an alkaline-earth metal borate halogen phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include M 2 B 5 O 9 X:Z (M represents at least one selected from Sr, Ca, Ba and Mg; X represents at least one selected from F, Cl, Br and I; Z represents at least one selected from Eu and Mn).
- Examples of an alkaline-earth metal aluminate phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include SrAl 2 O 4 :Z, Sr 4 Al 14 O 25 :Z, CaAl 2 O 4 :Z, BaMg 2 Al 16 O 27 :Z, BaMg 2 Al 16 O 12 :Z and BaMgAl 10 O 17 :Z (Z represents at least one selected from Eu and Mn).
- Examples of an alkaline-earth metal silicate phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include (BaMg)Si 2 O 5 :Eu and (BaSrCa) 2 SiO 4 :Eu.
- Examples of an alkaline-earth metal sulfide phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include (Ba, Sr, Ca) (Al, Ga) 2 S 4 :Eu.
- Examples of a rare-earth sulfide phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include La 2 O 2 S:Eu, Y 2 O 2 S:Eu and Gd 2 O 2 S:Eu.
- Examples of an alkaline-earth metal thiogallate phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include MGa 2 S 4 :Eu (M represents at least one selected from Sr, Ca, Ba, Mg and Zn).
- Examples of an alkaline-earth metal silicon nitride phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include (Ca, Sr, Ba)AlSiN 3 :Eu, (Ca, Sr, Ba) 2 Si 5 N 8 :Eu and SrAlSi 4 N 7 :Eu.
- Examples of a germanate phosphor mainly activated by lanthanoid elements such as Eu, and transition metal elements such as Mn include Zn 2 GeO 4 :Mn.
- Examples of a rare-earth aluminate phosphor mainly activated by lanthanoid elements such as Ce include YAG-based phosphors such as Y 3 Al 5 O 12 :Ce, (Y 0.8 Gd 0.2 ) 3 Al 5 O 12 :Ce, Y 3 (Al 0.8 Ga 0.2 ) 5 O 12 :Ce and (Y, Gd) 3 (Al, Ga) 5 O 12 . Further, there may also be used, for example, Tb 3 Al 5 O 12 :Ce and Lu 3 Al 5 O 12 :Ce which are obtained by substituting part of or all the Ys in the above examples with Tb, Lu or the like.
- Examples of a rare-earth silicate phosphor mainly activated by lanthanoid elements such as Ce include Y 2 SiO 5 :Ce and Tb.
- a Ca—Al—Si—O—N-based oxynitride glass phosphor refers to a phosphor whose base material is an oxynitride glass containing, by mol %, 20 to 50 mol % of CaCO 3 in terms of CaO, 0 to 30 mol % of Al 2 O 3 , 25 to 60 mol % of SiO, 5 to 50 mol % of AlN and 0.1 to 20 mol % of a rare-earth oxide or a transition metal oxide, provided that a sum total of the five components is 100 mol %.
- a nitrogen content therein be not larger than 15% by mass.
- rare-earth element ions as sensitizers be contained in the state of a rare-earth oxide in addition to rare-earth oxide ions, and it is preferred that these rare-earth element ions be contained as coactivators in the phosphor by an amount of 0.1 to 10 mol %.
- Examples of other phosphors include ZnS:Eu. Further, examples of silicate-based phosphors other than those listed above may include (BaSrMg) 3 Si 2 O 7 :Pb, (BaMgSrZnCa) 3 Si 2 O 7 :Pb, Zn 2 SiO 4 :Mn and BaSi 2 O 5 :Pb.
- phosphor(s) in stead of Eu or in addition to Eu, there may be used those containing at least one selected from Tb, Cu, Ag, Au, Cr, Nd, Dy, Co, Ni and Ti.
- phosphors other than those described above may also be used in the present invention as inorganic particles, so long as they have similar functions and effects as those listed above.
- the phosphors may have, for example, a spherical shape, a scale-like shape, a flake-like shape, a needle-like shape, a rod-like shape and an oval shape.
- a spherical shape, a scale-like shape and a flake-like shape preferred are a spherical shape, a scale-like shape and a flake-like shape; more preferred are a spherical shape and a flake-like shape.
- the particle size of the phosphors While there are no particular restrictions on the particle size of the phosphors, it is preferred that the particle size thereof be 0.05 to 50 ⁇ m, more preferably 0.1 to 40 ⁇ m, even more preferably 0.5 to 30 ⁇ m, in terms of a median diameter measured by a laser diffraction-type particle size distribution measuring device. It is preferable when the particle size of the phosphors is within these ranges, because the phosphors can then be easily dispersed in the resin film in a uniform manner, and will not settle, separate and/or be unevenly distributed with time. Further, it is preferred that the particle size be 50% or less of the film thickness. It is preferable when the particle size is 50% or less of the film thickness, because the phosphors can then be easily dispersed in the resin film in a uniform manner, and an even flatter film can also be easily obtained.
- the magnetic particles include ferromagnetic elemental metal particles such as iron particles, cobalt particles and nickel particles; magnetic metal alloy particles such as stainless steel particles, Fe—Cr—Al—Si alloy particles, Fe—Si—Al alloy particles, Fe—Ni alloy particles, Fe—Cu—Si alloy particles, Fe—Si alloy particles, Fe—Si—B(—Cu—Nb) alloy particles, Fe—Si—Cr—Ni alloy particles, Fe—Si—Cr alloy particles and Fe—Si—Al—Ni—Cr alloy particles; metal oxide particles such as hematite (Fe 2 O 3 ) particles and magnetite (Fe 3 O 4 ) particles; and ferrite particles such as Mn—Zn-based ferrite particles, Ni—Zn-based ferrite particles, Mg—Mn-based ferrite particles, Zr—Mn-based ferrite particles, Ti—Mn-based ferrite particles, Mn—Z
- the magnetic particles may have, for example, a spherical shape, a scale-like shape, a flake-like shape, a needle-like shape, a rod-like shape, an oval shape and a porous shape.
- a spherical shape, a scale-like shape, an oval shape, a flake-like shape and a porous shape preferred are a spherical shape, a scale-like shape, a flake-like shape and a porous shape.
- Porous magnetic particles can be produced by adding a pore adjuster such as calcium carbonate at the time of performing granulation, and then carrying out sintering. Further, complex pores can also be formed inside ferrite by adding a substance inhibiting the growth of the particles during the ferritization reaction. Examples of such substance include tantalum oxide and zirconium oxide.
- the particle size of the magnetic particles While there are no particular restrictions on the particle size of the magnetic particles, it is preferred that the particle size thereof be 0.05 to 50 ⁇ m, more preferably 0.1 to 40 ⁇ m, even more preferably 0.5 to 30 ⁇ m, in terms of a median diameter measured by a laser diffraction-type particle size distribution measuring device. It is preferable when the particle size of the magnetic particles is within these ranges, because the magnetic particles can then be easily dispersed in the resin film in a uniform manner, and will not settle with time. Further, it is preferred that the particle size be 50% or less of the film thickness, if the composition of the present invention is to be further processed into a film. It is preferable when the particle size is 50% or less of the film thickness, because the magnetic particles can then be easily dispersed in the resin film in a uniform manner, and an even flatter film can also be easily obtained.
- the white particles are added to improve a whiteness required for a reflector or other purposes.
- a white pigment include titanium dioxide; yttrium oxide as a typical example of a rare-earth oxide; zinc sulfate; zinc oxide; and magnesium oxide. Any one of these pigments may be used alone, or two or more of them may be used in combination.
- titanium dioxide is preferred in terms of further improving the whiteness.
- As the unit lattice of such titanium dioxide there are those of rutile-type, anatase-type and brookite-type. While any of these types may be employed, rutile-type is preferred in terms of whiteness and photocatalytic property of titanium dioxide.
- the white particles may have, for example, a spherical shape, a scale-like shape, a flake-like shape, a needle-like shape, a rod-like shape and an oval shape.
- a spherical shape, an oval shape and a flake-like shape are preferred.
- the average particle size of the white particles it is preferred that the average particle size thereof be 0.05 to 5 ⁇ m, more preferably not larger than 3 ⁇ m, even more preferably not larger than 1 ⁇ m, in terms of a median diameter measured by a laser diffraction-type particle size distribution measuring device. It is preferred that the particle size be 50% or less of a film thickness, if the composition of the present invention is to be further processed into a film. It is preferable when the particle size is 50% or less of the film thickness, because the white particles can then be easily dispersed in the resin film in a uniform manner, and an even flatter film can also be easily obtained.
- the white particles be those that have already been surface-treated for the purpose of improving a wettability, compatibility, dispersibility and fluidity with respect to the resin; and it is even more preferred that the white particles be those that have been surface-treated with at least one, especially at least two treatment agents selected from silica, alumina, zirconia, polyol and an organic silicon compound.
- a titanium dioxide treated with an organic silicon compound is preferred in terms of improving an initial reflectivity and fluidity of the resin composition containing the white particles.
- the organic silicon compound include chlorosilane and silazane; a monomeric organic silicon compound such as a silane coupling agent having a reactive functional group(s) such as an epoxy group and an amino group; and an organopolysiloxane such as a silicone oil and a silicone resin.
- treatment agents that are usually used to surface-treat titanium dioxide e.g. an organic acid such as stearic acid.
- the surface treatment may be carried out with a treatment agent other than those described above, or with multiple treatment agents.
- hollow particles there are no particular restrictions on the hollow particles.
- the hollow particles include silica balloons, carbon balloons, alumina balloons and aluminosilicate balloons.
- the hollow particles may have, for example, a spherical shape, an oval shape, a cylindrical shape and a prismatic shape. Among these shapes, preferred are a spherical shape, an oval shape and a prismatic shape; more preferred are a spherical shape and a prismatic shape.
- the average particle size of the hollow particles it is preferred that the average particle size thereof be 0.01 to 5 ⁇ m, more preferably 0.03 to 3 ⁇ m, even more preferably 0.05 to 1 ⁇ m, in terms of a median diameter measured by a laser diffraction-type particle size distribution measuring device. Further, it is preferred that the particle size be 50% or less of a film thickness. It is preferable when the particle size is 50% or less of the film thickness, because the hollow particles can then be easily dispersed in the resin film in a uniform manner, and an even flatter film can also be easily obtained.
- the cured product of the resin composition of the present invention will be able to readily have a lower specific gravity, and also become lighter.
- electromagnetic wave-absorbing particles there are no particular restrictions on the electromagnetic wave-absorbing particles.
- dielectric lossy electromagnetic wave-absorbing materials such as electrically conductive particles and carbon particles
- magnetic lossy electromagnetic wave-absorbing materials such as ferrite and a soft magnetic metal powder.
- an electromagnetic wave-absorbing capability can then be imparted to the resin composition of the present invention, thereby easily obtaining a resin cured product having an electromagnetic wave-shielding property, such as a housing for an electronic device.
- dielectric lossy electromagnetic wave-absorbing materials examples include elemental metals such as gold, silver, copper, palladium, aluminum, nickel, iron, titanium, manganese, zinc, tungsten, platinum, lead and tin; and carbon particles such as carbon black particles, acetylene black particles, ketjen black particles, carbon nanotube particles, graphene particles and fullerene particles.
- elemental metals such as gold, silver, copper, palladium, aluminum, nickel, iron, titanium, manganese, zinc, tungsten, platinum, lead and tin
- carbon particles such as carbon black particles, acetylene black particles, ketjen black particles, carbon nanotube particles, graphene particles and fullerene particles.
- magn-based ferrite particles such as Mg—Zn-based ferrite particles, Ba 2 Co 2 Fe 12 O 22 particles, Ba 2 Ni 2 Fe 12 O 22 particles, Ba 2 Zn 2 Fe 12 O 22 particles, Ba 2 Mn 2 Fe 12 O 22 particles, Ba 2 Mg 2 Fe 12 O 22 particles, Ba 2 Cu 2 Fe 12 O 22 particles, Ba 3 Co 2 Fe 24 O 41 particles, BaFe 12 O 19 particles, SrFe 12 O 19 particles, BaFe 12 O 19 particles and SrFe 12 O 19 particles; and soft magnetic alloy particles such as carbonyl iron particles, electrolytic iron particles, Fe—Cr-based alloy particles, Fe—Si-based alloy particles, Fe—Ni-based alloy particles, Fe—Al-based alloy particles, Fe—Co-based alloy particles, Fe—Al—Si-based alloy particles, Fe—Cr—Si-based alloy particles, Fe—Cr—Al-based alloy particles, Fe—Si—Ni-based alloy particles and Fe—Si—Cr—
- At least one selected from Mg—Zn-based ferrite particles Ba 2 Co 2 Fe 12 O 22 particles, Ba 2 Ni 2 Fe 12 O 22 particles, Ba 2 Zn 2 Fe 12 O 22 particles, Ba 2 Mn 2 Fe 12 O 22 particles, Ba 2 Mg 2 Fe 12 O 22 particles, Ba 2 Cu 2 Fe 12 O 22 particles, Ba 3 Co 2 Fe 24 O 41 particles, BaFe 12 O 19 particles, SrFe 12 O 19 particles, BaFe 12 O 19 particles and SrFe 12 O 19 particles.
- any one of these electromagnetic wave-absorbing particles may be used alone, or two or more of them may be used in combination.
- the electromagnetic wave-absorbing particles may have, for example, a spherical shape, a scale-like shape, a flake-like shape, a needle-like shape, a rod-like shape and an oval shape.
- a spherical shape, a scale-like shape, an oval shape and a rod-like shape preferred are a spherical shape, a scale-like shape and an oval shape.
- the particle size of the electromagnetic wave-absorbing particles it is preferred that the particle size thereof be 0.05 to 50 ⁇ m, more preferably 0.1 to 40 ⁇ m, even more preferably 0.5 to 30 ⁇ m, in terms of a median diameter measured by a laser diffraction-type particle size distribution measuring device. It is preferable when the particle size of the electromagnetic wave-absorbing particles is within these ranges, because the particles can then be easily dispersed in the resin film in a uniform manner, and will not settle, separate and/or be unevenly distributed with time. Further, it is preferred that the particle size be 50% or less of the film thickness. It is preferable when the particle size is 50% or less of the film thickness, because the electromagnetic wave-absorbing particles can then be easily dispersed in the resin film in a uniform manner, and the film can also be formed in a more flattened manner via coating.
- the percentage (%) of the inorganic particles by volume shall be considered as critical rather than the percentage (%) thereof by mass; it is preferred that the resin film be highly filled with the inorganic particles as much as possible.
- the amount of the inorganic particles in the present invention is characterized by being 70 to 90% by volume, preferably 72 to 88% by volume, more preferably 75 to 85% by volume, with respect to the whole resin film.
- a component (d) used in the present invention is a catalyst for curing the maleimide resin film. While there are no particular restrictions on a curing catalyst, there may be used, for example, a thermal radical polymerization initiator, a thermal cationic polymerization initiator, a thermal anionic polymerization initiator and a photopolymerization initiator.
- thermal radical polymerization initiator examples include organic peroxides such as methyl ethyl ketone peroxide, methyl cyclohexanone peroxide, methyl acetoacetate peroxide, acetylacetone peroxide, 1,1-bis(t-butylperoxy)3,3,5-trimethylcyclohexane, 1,1-bis(t-hexylperoxy)cyclohexane, 1,1-bis(t-hexylperoxy)3,3,5-trimethylcyclohexane, 1,1-bis(t-butylperoxy)cyclohexane, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propane, 1,1-bis(t-butylperoxy)cyclododecane, n-butyl-4,4-bis(t-butylperoxy)valerate, 2,2-bis(t-butylperoxy)butane, 1,1-bis(t-
- dicumyl peroxide di-t-butyl peroxide, isobutyryl peroxide, 2,2′-azobis(N-butyl-2-methylpropionamide) and 2,2′-azobis[N-(2-methylethyl)-2-methylpropionamide]; more preferred are dicumyl peroxide and di-t-butyl peroxide and isobutyryl peroxide.
- thermal cationic polymerization initiator examples include aromatic iodonium salts such as (4-methylphenyl)[4-(2-methylpropyl)phenyl]iodonium cation, (4-methylphenyl)(4-isopropylphenyl)iodonium cation, (4-methylphenyl)(4-isobutyl)iodonium cation, bis(4-tert-butyl)iodonium cation, bis(4-dodecylphenyl)iodonium cation and (2,4,6-trimethylphenyl)[4-(1-methylacetic acid ethyl ether)phenyl] iodonium cation; and aromatic sulfonium salts such as diphenyl[4-(phenylthio)phenyl]sulfonium cation, triphenylsulfonium cation and alkyl triphenylsulfonium cation.
- thermal anionic polymerization initiator examples include imidazoles such as 2-methylimidazole, 2-ethylimidazole, 2-phenylimidazole, 2-ethyl-4-methylimidazole, 2-undecylimidazole and 1-cyanoethyl-2-ethyl-4-methylimidazole; amines such as triethylamine, triethylenediamine, 2-(dimethylamino methyl)phenol, 1,8-diaza-bicyclo[5,4,0] undecene-7, tris(dimethylamino methyl)phenol and benzyldimethylamine; and phosphines such as triphenylphosphine, tributylphosphine and trioctylphosphine.
- imidazoles such as 2-methylimidazole, 2-ethylimidazole, 2-phenylimidazole, 2-ethyl-4-methylimidazole, 2-undecylimi
- 2-methylimidazole 2-ethyl-4-methylimidazole, triethylamine, triethylenediamine, 1,8-diaza-bicyclo[5,4,0]undecene-7, triphenylphosphine and tributylphosphine. More preferred are 2-ethyl-4-methylimidazole, 1,8-diaza-bicyclo[5,4,0] undecene-7 and triphenylphosphine.
- a photopolymerization initiator examples thereof may include benzoyl compounds (or phenyl ketone compounds) such as benzophenone, particularly benzoyl compounds (or phenyl ketone compounds) having a hydroxy group on a carbon atom at the ⁇ -position of a carbonyl group, such as 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenylpropan-1-one and 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one; ⁇ -alkylaminophenonecompoundssuchas 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-1-butanone and 2-dimethylamino-2-(4-methyl-benzyl)-1-(4-morpholin-4-yl-phenyl)-butan-1
- the radiation generated from a UV-LED is of single wavelength, it is effective to use photopolymerization initiators such as ⁇ -alkylaminophenone compounds and acylphosphine oxide compounds that have peaks in a range of 340 to 400 nm in absorption spectra, if employing a UV-LED as a light source.
- photopolymerization initiators such as ⁇ -alkylaminophenone compounds and acylphosphine oxide compounds that have peaks in a range of 340 to 400 nm in absorption spectra
- any one of these components (d) may be used alone, or two or more of them may be used in combination. While there are no particular restrictions on the amount of the component (d), the component (d) is contained in an amount of 0.01 to 10 parts by mass, preferably 0.05 to 8 parts by mass, more preferably 0.1 to 5 parts by mass, per 100 parts by mass of the resin film. When the amount of the component (d) is within these ranges, the maleimide resin film can be cured sufficiently.
- the maleimide resin film of the present invention may further contain, for example, an adhesion aid, an antioxidant and/or a flame retardant, if necessary.
- an adhesion aid for example, an adhesion aid, an antioxidant and/or a flame retardant, if necessary.
- an adhesin aid examples include silane coupling agents such as n-propyltrimethoxysilane, n-propyltriethoxysilane, n-octyltrimethoxysilane, n-octyltriethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, 2-[methoxy(polyethyleneoxy)propyl]-trimethoxysilane, methoxytri(ethyleneoxy)propyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-(methacryloyloxy)propyltrimethoxysilane, 3-isocyanatopropyltriethoxysilane, 3-isocyanatopropyltrimethoxysilane, 3-isocyanatoprop
- the adhesion aid be contained in an amount of 0.1 to 10 parts by mass, more preferably 0.5 to 8 parts by mass, even more preferably 1 to 5 parts by mass, per 100 parts by mass of the resin content in the resin film.
- the amount of the adhesion aid is within these ranges, the adhesion force of the resin film can be further improved without changing the properties of the resin film.
- an antioxidant examples include phenolic antioxidants such as n-octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, n-octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)acetate, neododecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, dodecyl- ⁇ -(3,5-di-t-butyl-4-hydroxyphenyl)propionate, ethyl- ⁇ -(4-hydroxy-3,5-di-t-butylphenyl)isobutyrate, octadecyl- ⁇ -(4-hydroxy-3,5-di-t-butylphenyl)isobutyrate, octadecyl- ⁇ -(4-hydroxy-3,5-di-t-butylphenyl)iso
- the amount of such antioxidant there are no particular restrictions on the amount of such antioxidant. It is preferred that the antioxidant be contained in an amount of 0.00001 to 5 parts by mass, more preferably 0.0001 to 4 parts by mass, even more preferably 0.001 to 3 parts by mass, per 100 parts by mass of the resin content in the resin film. When the amount of the antioxidant is within these ranges, the resin film can be prevented from being oxidized, without changing the mechanical properties of the resin film.
- a flame retardant there are not particular restrictions on a flame retardant; a phosphorus flame retardant, a metal hydrate and a halogen-based flame retardant may, for example, be used.
- a phosphorus flame retardant include red phosphorus; ammonium phosphates such as monoammonium phosphate, diammonium phosphate, triammonium phosphate and ammonium polyphosphate; inorganic nitrogen-containing phosphorus compounds such as phosphoric amide; phosphoric acid; phosphine oxide; triphenyl phosphate; tricresyl phosphate; trixylenyl phosphate; cresyldiphenyl phosphate; cresyl di-2,6-xylenyl phosphate; resorcinol bis(diphenylphosphate); 1,3-phenylene bis(di-2,6-xylenylphosphate); bisphenol A-bis(diphenylphosphate); 1,3-phenylene bis
- Examples of a metal hydrate include aluminum hydroxide hydrate and magnesium hydroxide hydrate.
- Examples of a halogen-based flame retardant include hexabromobenzene, pentabromotoluene, ethylenebis(pentabromophenyl), ethylenebistetrabromophthalimide, 1,2-dibromo-4-(1,2-dibromoethyl)cyclohexane, tetrabromocyclooctane, hexabromocyclododecane, bis(tribromophenoxy)ethane, brominated polyphenylene ether, brominated polystyrene and 2,4,6-tris(tribromophenoxy)-1,3,5-triazine.
- the flame retardant be contained in an amount of 0.01 to 5 parts by mass, more preferably 0.05 to 4 parts by mass, even more preferably 0.1 to 3 parts by mass, per 100 parts by mass of the resin content in the resin film.
- the amount of the flame retardant is within these ranges, a flame retardancy can be imparted to the resin film without changing the mechanical properties of the resin film.
- the maleimide resin composition of the resin film i.e. the maleimide resin composition containing the components (a), (b), (c) and (d)
- the maleimide resin composition containing the components (a), (b), (c) and (d) is to be spread onto a film or the like having a mold releasability, and then squeegeed.
- the maleimide resin composition already have a lower viscosity after, for example, being heated or diluted with a solvent; more preferably, the maleimide resin composition already contains a later-described organic solvent (e).
- a thixotropic ratio of the composition diluted is 1.0 to 3.0, because a favorable workability can be achieved; it is more preferred that this thixotropic ratio be 1.0 to 2.5, even more preferably 1.0 to 2.0.
- the thixotropic ratio is calculated based on the following formula in a way such that the viscosity of the composition at 25° C. is at first measured with a rotary viscometer described in JIS K 7117-1:1999 at different revolutions of the spindle.
- Thixotropic ratio (viscosity at 1 rpm [Pa ⁇ s]/viscosity at 10 rpm [Pa ⁇ s])
- An organic solvent (e) is added to the maleimide resin composition to improve a workability thereof for molding the maleimide resin film.
- organic solvent examples include toluene, xylene, methylethylketone, methylisobutylketone, cyclohexanone, cyclopentanone, anisole, diphenyl ether, propyl acetate and butyl acetate.
- organic solvent examples include toluene, xylene, methylethylketone, methylisobutylketone, cyclohexanone, cyclopentanone, anisole, diphenyl ether, propyl acetate and butyl acetate.
- preferred are xylene, cyclohexanone, cyclopentanone, anisole, butyl acetate and the like.
- the amount of the component (e) is optimized in a way such that after diluting the maleimide resin composition containing the components (a) to (d) as resin film components, the thixotropic ratio of the composition diluted will fall into the range of 1.0 to 3.0.
- the component (e) be used in an amount of 2 to 40 parts by mass, more preferably 3 to 30 parts by mass, per 100 parts by mass of a total amount of the components (a) to (d).
- a resin film having a mold releasability to the maleimide resin film of the present invention may also be placed on the maleimide resin film.
- the resin film having such mold releasability is optimized based on the kind of an insulating resin.
- Specific examples of such resin film include fluorine-based resin films such as a PET (polyethylene terephthalate) film coated with a fluorine-based resin, a PET film coated with a silicone resin, a PTFE (polytetrafluoroethylene) film, an ETFE (poly(ethylene-tetrafluoroethylene)) film and a CTFE (polychlorotrifluoroethylene) film.
- This resin film improves a handling property of the maleimide resin film, and is capable of preventing foreign substances such as dust from adhering to the maleimide resin film.
- the maleimide resin film of the present invention have a thickness of 1 to 2,000 ⁇ m, more preferably 1 to 500 ⁇ m, even more preferably 10 to 300 ⁇ m.
- the thickness of the maleimide resin film is smaller than 1 ⁇ m, it will be difficult to attach it to a substrate or the like; when the thickness of the maleimide resin film is larger than 2,000 ⁇ m, the maleimide resin film will have a difficulty in maintaining a flexibility as a film.
- the film thickness be twice the particle size of the inorganic particles as the component (c) or larger, more preferably three times the particle size of such inorganic particles or larger, even more preferably 5 to 1,000 times the particle size of such inorganic particles. It is preferable when the film thickness is within these ranges, because concavities and convexities caused by the inorganic particles are now less likely to occur on the film.
- a method for using the maleimide resin film of the present invention may be as follows. That is, the resin film having the mold releasability is to be peeled off if such resin film is already placed on the maleimide resin film of the invention, followed by sandwiching the maleimide resin film between a substrate or the like and a semiconductor or the like, and then performing thermal compression bonding so as to cure the maleimide resin film. It is preferred that the maleimide resin film be heated at a temperature of 100 to 300° C. for 10 min to 4 hours, more preferably 120 to 250° C. for 20 min to 3 hours, even more preferably 150 to 200° C. for 30 min to 2 hours. It is preferred that a pressure for performing compression bonding be 0.01 to 100 MPa, more preferably 0.05 to 80 MPa, even more preferably 0.1 to 50 MPa.
- KAYAHARD AA by Nippon Kayaku Co., Ltd.
- 252 g (1.0 mol) and pyromellitic dianhydride of 207 g (0.9 mol) were added to N-methyl pyrrolidone of 350 g, followed by stirring them at room temperature for three hours, and then stirring them at 120° C. for another three hours.
- Maleic anhydride of 196 g (2.0 mol), sodium acetate of 82 g (1.0 mol) and acetic anhydride of 204 g (2.0 mol) were then added to the solution thus obtained, followed by performing stirring at 80° C. for an hour.
- An automatic coating device PI-1210 (TESTER SANGYO CO., LTD) was then used to apply the maleimide composition to an ETFE (ethylene-tetrafluoroethylene) film, followed by molding them into the shape of a film having a size of length 150 mm ⁇ width 150 mm ⁇ thickness 50 ⁇ m. Later, heating was performed at 100° C. for 30 min to volatilize xylene, thus obtaining a film being a solid at 25° C. and having a size of length 150 mm ⁇ width 150 mm ⁇ thickness 60 ⁇ m.
- ETFE ethylene-tetrafluoroethylene
- thixotropic ratios of the compositions were measured.
- the thixotropic ratios were calculated based on the following formula in a way such that the viscosity of each composition at 25° C. was at first measured with a rotary viscometer described in JIS K 7117-1:1999 at different revolutions of the spindle. The results are shown in Tables 1-1 and 1-2.
- Thixotropic ratio (viscosity at 1 rpm [Pa ⁇ s]/viscosity at 10 rpm [Pa ⁇ s])
- a mold frame having a size of 60 mm ⁇ 60 mm and a thickness of 0.1 mm was used to sandwich an uncured film obtained in each of the working examples 1 to 9; and comparative examples 1 to 15, followed by performing hot press at 180° C. for an hour, thereby obtaining a test sample.
- the cured product prepared was then connected to a network analyzer (E5063-2D5 by Keysight Technologies) and a stripline (by KEYCOM Corp.) to measure a relative permittivity and a dielectric tangent. The results thereof are shown in Tables 2 to 7.
- the composition sheet obtained was then cut into smaller pieces of a chip size together with the ETFE films.
- the ETFE film on one side of each sheet piece thus obtained was peeled off, and the sheet piece was then placed on a GaN-based flip-chip type LED chip in a way such that the side of the sheet piece with the composition being exposed would come into contact with the LED chip.
- the ETFE film on the other side was then removed after placing the sheet piece on the LED chip in such a way.
- hot molding was performed at 180° C. for 30 min to form on the LED chip a cured phosphor-containing resin layer.
- the flip-chip type LED device thus obtained was then electrified with a current of 100 mA so as to turn on the LED, followed by using an LED optical property monitor (LE-3400 by Otsuka Electronics Co., Ltd.) to measure the luminance of the LED. This measurement was performed on three LED devices, and an average value thereof was obtained. The results are shown in Table 3.
- a maleimide resin film having a high thermal conductivity and a sufficient adhesion force was able to be produced.
- a maleimide resin film capable of being highly filled with the inorganic particles and having a sufficient adhesion force was able to be produced.
- a low value of thermal conductivity was exhibited due to an insufficient amount of the inorganic particles.
- a low value of the adhesion force was exhibited as the film produced was brittle due to an excessively large amount of the inorganic particles.
- a low value of the adhesion force was exhibited as the composition did not contain, as the component (b), the (meth)acrylate having not less than 10 carbon atoms.
- low values of the adhesion force were exhibited as the (meth)acrylate as the component (b) only had 7 carbon atoms.
- a low value of luminance was exhibited due to an insufficient amount of the phosphor particles.
- a low value of the adhesion force was exhibited as the film produced was brittle due to an excessively large amount of the phosphor particles.
- a low value of the coercive force was exhibited due to an insufficient amount of the magnetic particles.
- a low value of the adhesion force was exhibited as the film produced was brittle due to an excessively large amount of the magnetic particles.
- a low value of the absorption rate was exhibited due to an insufficient amount of the electromagnetic wave-absorbing particles.
- a low value of the adhesion force was exhibited as the film produced was brittle due to an excessively large amount of the electromagnetic wave-absorbing particles.
- a low value of the reflectivity was exhibited due to an insufficient amount of the white particles.
- a low value of the adhesion force was exhibited as the film produced was brittle due to an excessively large amount of the white particles.
- high values of relative permittivity and dielectric tangent were exhibited due to an insufficient amount of the hollow particles.
- a low value of the adhesion force was exhibited as the film produced was brittle due to an excessively large amount of the hollow particles.
- a poor compatibility between resin and inorganic particles led to a high thixotropy, which made it impossible to perform coating so that the composition would be turned into the shape of a film.
- the maleimide resin film of the present invention was capable of being highly filled with the inorganic particles due to a particular composition thereof, and exhibiting various functions depending on the properties of the inorganic particles, and had a superior adhesion force.
- the present invention is not limited to the above embodiments.
- the above embodiments are merely examples; and any embodiment shall be included in the technical scope of the present invention so long as the embodiment has a composition substantively identical to the technical idea(s) described in the scope of claims of the present invention, and has functions and effects that are similar to those of the present invention.
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CN115957764B (zh) * | 2023-01-13 | 2024-02-27 | 成都理工大学 | 一种用于乙酸自热重整制氢的镍掺杂钡铁氧体催化剂 |
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JP3521781B2 (ja) | 1999-01-11 | 2004-04-19 | 信越化学工業株式会社 | 放熱部材 |
SG151269A1 (en) * | 2004-03-19 | 2009-04-30 | Sumitomo Bakelite Co | Resin composition and semiconductor device produced by using the same |
JP5636962B2 (ja) * | 2009-01-19 | 2014-12-10 | 味の素株式会社 | 樹脂組成物 |
JP6692758B2 (ja) * | 2014-02-24 | 2020-05-13 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | 熱伝導性プリアプライアンダーフィル組成物およびその使用 |
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JP2017031341A (ja) * | 2015-08-03 | 2017-02-09 | 京セラ株式会社 | 半導体接着用熱硬化型樹脂組成物及びそれを用いた半導体装置 |
WO2017027482A1 (en) * | 2015-08-08 | 2017-02-16 | Designer Molecules, Inc. | Anionic curable compositions |
WO2017111115A1 (ja) | 2015-12-24 | 2017-06-29 | 株式会社カネカ | 樹脂組成物およびそれを用いた半硬化性熱伝導フィルムおよび回路基板および接着シート |
US10964620B2 (en) | 2016-04-11 | 2021-03-30 | Sekisui Polymatech Co., Ltd. | Thermally conductive sheet |
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EP3499561B1 (en) | 2016-08-08 | 2024-05-08 | Sekisui Chemical Co., Ltd. | Heat transfer sheet and method for producing same |
WO2018056466A1 (ja) * | 2016-09-26 | 2018-03-29 | 日立化成株式会社 | 樹脂組成物、半導体用配線層積層体及び半導体装置 |
JP2018083893A (ja) | 2016-11-24 | 2018-05-31 | 日立化成株式会社 | 封止材用固形樹脂組成物及びそれを用いた再配置ウエハー、半導体パッケージ、その製造方法 |
JP2018087299A (ja) | 2016-11-29 | 2018-06-07 | 日立化成株式会社 | エポキシ樹脂組成物、エポキシ樹脂組成物の硬化物、及び電子部品装置 |
TWI664223B (zh) * | 2017-03-29 | 2019-07-01 | 日商京瓷股份有限公司 | 電極形成用樹脂組合物及晶片型電子零件以及其製造方法 |
JP7196384B2 (ja) * | 2017-09-06 | 2022-12-27 | 大日本印刷株式会社 | ポリイミドフィルム、光学フィルムおよび画像表示装置 |
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JP2020169291A (ja) * | 2019-04-05 | 2020-10-15 | 信越化学工業株式会社 | スラリー組成物、該スラリー組成物の硬化物、該硬化物を用いた基板、フィルム、及びプリプレグ |
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